289145
CAS Number
79902-63-9Grade
Highly PurifiedMolecular Formula
C25H38O5Molecular Weight
418.57EU Commodity Code
38220090Shipping Temp
RTStorage Temp
4°CSimvastatin
2,2-Dimethylbutanoic Acid (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-Hexahydro-3,7-dimethyl|-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl Ester; |(+)-Simvastatin; Cholestat; Lipex; Novo-Simvastatin; Simvotin; Sinvacor; Statin; Zorced; MK-733, Synvinolin, BRN 4768037; Zocor, Liponorm
A competitive inhibitor of HMG-CoA reductase. A synthetic analog of lovastatin. Simvastatin is a synthetic derivative of a fermentation product of Aspergillus terreus. A synthetic analog of Lovastatin. Antilipemic. Simvastatin, the drug, is sold under the trade name Zocor.
Synonyms
2,2-Dimethylbutanoic Acid (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-Hexahydro-3,7-dimethyl -8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl Ester; (+)-Simvastatin; Cholestat; Lipex; Novo-Simvastatin; Simvotin; Sinvacor; Statin; Zorced; MK-733, Synvinolin, BRN 4768037; Zocor, Liponorm
Molecular Formula
C₂₅H₃₈O₅
Specific Optical Rotation ([α]20 (c=0.5, AcN): D)
+285 to +298°
Melting Point
127-132 °C (lit.)
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at 4°C. Stable for 6 months after receipt. For maximum recovery of product, centrifuge the original vial prior to removing the cap. Store under inert atmosphere.
Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.
References
1. Effects of synvinolin (MK-733) on plasma lipids in familial hypercholesterolaemia: M.J. Mol, et al.; Lancet 2, 936 (1986) 2. All ras proteins are polyisoprenylated but only some are palmitoylated: J.F. Hancock, et al.; Cell 57, 1167 (1989) 3. Inhibition of proliferation of human smooth muscle cells by various HMG-CoA reductase inhibitors; comparison with other human cell types: P. Negre-Aminou, et al.; Biochim. Biophys. Acta 1345, 259 (1997) 4. Statins as a newly recognized type of immunomodulator: B. Kwak, et al.; Nat. Med. 6, 1399 (2000) 5. Lovastatin and simvastatin are modulators of the proteasome: C. Wojcik, et al.; Int. J. Biochem. Cell Biol. 32, 957 (2000) 6. Statins and bone formation: I.R. Garrett, et al.; Curr. Pharm. Des. 7, 715 (2001) 7. HMG-CoA reductase inhibitors as immunomodulators: potential use in transplant rejection: L.J. Raggatt & N.C. Partridge; Drugs 62, 2185 (2002) (Review) 8. HMG-CoA reductase inhibitors and the malignant cell: the statin family of drugs as triggers of tumor-specific apoptosis: W.W. Wong, et al.; Leukemia 16, 508 (2002) 9. The statins as anticancer agents: K.K. Chan, et al.; Clin. Cancer Res. 9, 10 (2003) 10. Anti-inflammatory and immunomodulatory effects of statins: L.M. Blanco-Colio, et al.; Kidney Int. 63, 12 (2003) 11. Statin compounds reduce human immunodeficiency virus type 1 replication by preventing the interaction between virion-associated host intercellular adhesion molecule 1 and its natural cell surface ligand LFA-1: J.F. Giguere & M.J. Tremblay; J. Virol. 78, 12062 (2004)USBio References
No references available